Nickel(II) Chloride-Mediated Regioselective Benzylation and Benzoylation of Diequatorial Vicinal Diols

Abstract Ni(II)-chelates of monosaccharide vicinal diols were found to be useful intermediates in regioselective monobenzylation and monobenzoylation. It was observed that the substitution occurs exclusively at the position adjacent to the axially oriented substituent of the pyranose ring, for examp...

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Bibliographic Details
Published in:Synlett 2004-10, Vol.2004 (12), p.2191-2193
Main Authors: Gangadharmath, Umesh B., Demchenko, Alexei V.
Format: Article
Language:English
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Summary:Abstract Ni(II)-chelates of monosaccharide vicinal diols were found to be useful intermediates in regioselective monobenzylation and monobenzoylation. It was observed that the substitution occurs exclusively at the position adjacent to the axially oriented substituent of the pyranose ring, for example, at C-2 of α-D-gluco and at C-3 of β-D-galacto.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2004-831318